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5 Bedroom Houses for Sale in Caledon ON

Showing results 1 - 30 of 42

Discover top-of-the-line 5 bedrooms houses for sale in Caledon on Square Yards Canada, offering styles and price ranges to suit every preference. Our listings feature standard and luxury 5 bedrooms homes in some of the most sought-after neighbourhoods. You can browse a comprehensive collection of 5-bedroom homes, filtering by price, age, and amenities to find your perfect match. With over 42 properties available, explore 5 bedrooms house prices in Caledon to locate a home that fits your needs. Our listings are equipped with detailed brochures and various filters for different surface areas, ensuring you can effortlessly find your ideal 5 bedrooms houses for sale in Caledon.


Last Updated: August 12, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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48 Photos
Last Updated : 8 Hours ago
55 William Crisp Drive E, Peel, ON , MLS #W13668988 , Image - 1
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55 William Crisp Drive E Alton, Caledon, Peel, ON MLS® W13668988

Residential Freehold (Detached)

$2232500.0
  • 5 +0 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to this Exceptional Custom-Built Estate Located in one of Caledon's Most Prestigious Luxury Communities. Situated on a Massive Premium Approx.
40 Photos
Last Updated : 8 Hours ago
13 Snowberry Court, Peel, ON , MLS #W13665632 , Image - 1

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13 Snowberry Court Caledon Village, Caledon, Peel, ON MLS® W13665632

Residential Freehold (Detached)

$1499900.0
  • 5 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome To 13 Snowberry Court Caledon. A Meticulously Updated Cape Cod Style Home In Sought After Caledon Village. Set On A 100 x 300 Ft Lot With A Pr
50 Photos
Last Updated : 15 Hours ago
14791 Hwy 50 N/A, Peel, ON , MLS #W13656996 , Image - 1

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14791 Hwy 50 N/A Rural Caledon, Caledon, Peel, ON MLS® W13656996

Residential Freehold (Detached)

$1399999.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Situated on nearly one acre of private, flat, and usable land, this exceptional property offers the perfect combination of country living, investment
Open House : Sat Aug 15, 01:00 PM to 03:00 PM
48 Photos
Last Updated : 2 Days ago
32 Brawton Drive N, Peel, ON , MLS #W13659096 , Image - 1

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32 Brawton Drive N Palgrave, Caledon, Peel, ON MLS® W13659096

Residential Freehold (Detached)

$1428000.0
  • 5 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to 32 Brawton Drive in Caledon (Palgrave)-a beautifully newly renovated two-storey home offering modern comfort, fresh updates, and excellent
43 Photos
Last Updated : 2 Days ago
18785 The Gore Road, Peel, ON , MLS #W13565596 , Image - 1

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18785 The Gore Road Rural Caledon, Caledon, Peel, ON MLS® W13565596

Residential Freehold (Detached)

$4750000.0
  • 5 +1 Beds
  • 7 Baths
  • 5000 + sq-ft
Now Offered at $4,750,000. A rare opportunity in Caledon's prestigious luxury estate market, this exceptional custom residence has been strategically
50 Photos
Last Updated : 4 Days ago
46 Stratford Drive, Peel, ON , MLS #W13625064 , Image - 1

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46 Stratford Drive Rural Caledon, Caledon, Peel, ON MLS® W13625064

Residential Freehold (Detached)

$1874990.0
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Brand New Never Lived Luxury 5 Bedroom Home 3700 Sqft Of Living Space, Full Bathroom On Main Floor, Library On Main Floor, Beautiful Stone, & Brick E
50 Photos
Last Updated : 4 Days ago
6 Country Lane Drive, Peel, ON , MLS #W13537978 , Image - 1

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6 Country Lane Drive Palgrave, Caledon, Peel, ON MLS® W13537978

Residential Freehold (Detached)

$2399000.0
  • 5 +1 Beds
  • 6 Baths
  • 5000 + sq-ft
This Custom-Built Caledon Estate Sitting On 3.74 Acres Of Manicured Grounds, Offering Unmatched Privacy, Breathtaking Presence, And A Lifestyle Reserv
50 Photos
Last Updated : 5 Days ago
19 Daisy Meadow Crescent, Peel, ON , MLS #W13552976 , Image - 1

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19 Daisy Meadow Crescent Caledon East, Caledon, Peel, ON MLS® W13552976

Residential Freehold (Detached)

$1589999.0
  • 5 Beds
  • 6 Baths
  • 3500-5000 sq-ft
*4,490 Sq. Ft. (as per MPAC)!** Detached 2-storey home in Caledon. One Bedroom on main-floor with complete ensuite bathroom and walk-in closet**. 19f
36 Photos
Last Updated : 6 Days ago
42 James Walker Avenue, Peel, ON , MLS #W13561386 , Image - 1

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42 James Walker Avenue Caledon East, Caledon, Peel, ON MLS® W13561386

Residential Freehold (Detached)

$1386000.0
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
This brand-new, never-lived-in detached home is situated in the sought-after Caledon East community, built by Mosaik Homes. The home is the Edinburgh
48 Photos
Last Updated : 7 Days ago
12199 Hwy #50 Road, Peel, ON , MLS #W13588660 , Image - 1

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12199 Hwy #50 Road Bolton West, Caledon, Peel, ON MLS® W13588660

Residential Freehold (Detached)

$1990000.0
  • 5 +1 Beds
  • 7 Baths
  • 3500-5000 sq-ft
Welcome to this 2021-built masterpiece in the heart of Bolton, offering an impressive around 3700 sq ft above grade on a premium 200 x 284 ft lot. Thi
37 Photos
Last Updated : 8 Days ago
5809 Beech Grove Side Rd Side Road, Peel, ON , MLS #W13626786 , Image - 1

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5809 Beech Grove Side Rd Side Road Rural Caledon, Caledon, Peel, ON MLS® W13626786

Residential Freehold (Rural Residential)

$9950000.0
  • 5 +4 Beds
  • 7 Baths
  • 5000 + sq-ft
Situated on a prime 46+ acre corner lot with 10,000 sq ft + custom built luxury ranch bungalow. The main house has 9 bedrooms, 7 bathrooms inclusive o
40 Photos
Last Updated : 9 Days ago
98 Eberly Woods Drive, Peel, ON , MLS #W13457586 , Image - 1

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98 Eberly Woods Drive Rural Caledon, Caledon, Peel, ON MLS® W13457586

Residential Freehold (Detached)

$1159000.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Spacious 5 bedrooms Valley View Model Detached home fronting onto a Ravine, This Stunning carpet free home offering serene views and premium features.
44 Photos
Last Updated : 12 Days ago
23 Boyces Creek Court, Peel, ON , MLS #W13627786 , Image - 1

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23 Boyces Creek Court Caledon East, Caledon, Peel, ON MLS® W13627786

Residential Freehold (Detached)

$1399900.0
  • 5 +4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to this spacious Ironstone model, ideally located in the desirable Pathways community. This beautifully appointed home features dark hardwood
15 Photos
Last Updated : 12 Days ago
18118 Heart Lake Road, Peel, ON , MLS #W13625704 , Image - 1

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18118 Heart Lake Road Rural Caledon, Caledon, Peel, ON MLS® W13625704

Residential Freehold (Detached)

$2289000.0
  • 5 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Welcome to this exceptional custom-built stone and brick residence nestled on a private2.25-acre estate lot surrounded by breathtaking countryside vie
48 Photos
Last Updated : 13 Days ago
7 Dolan Drive, Peel, ON , MLS #W13570924 , Image - 1

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7 Dolan Drive Palgrave, Caledon, Peel, ON MLS® W13570924

Residential Freehold (Detached)

$1999900.0
  • 5 Beds
  • 7 Baths
  • 3500-5000 sq-ft
Welcome to 7 Dolan Drive, an exceptional executive estate in the heart of picturesque Palgrave. Offering nearly 5,000 sq. ft. of luxurious living spac
47 Photos
Last Updated : 14 Days ago
48 Wishing Well Crescent N, Peel, ON , MLS #W13545152 , Image - 1

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48 Wishing Well Crescent N Rural Caledon, Caledon, Peel, ON MLS® W13545152

Residential Freehold (Detached)

$1288888.0
price drop iconPrice drop by 0.9%
  • 5 +1 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Step into this stunning 5-bedroom, 5-washroom detached home in Caledon's prestigious Southfield Village, offering an impressive 4,050 sq. ft total . F
41 Photos
Last Updated : 15 Days ago
6425 Old Church Road, Peel, ON , MLS #W13429926 , Image - 1

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6425 Old Church Road Caledon East, Caledon, Peel, ON MLS® W13429926

Residential Freehold (Detached)

$2099900.0
price drop iconPrice drop by 4.5%
  • 5 +1 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Exceptional newer custom-built residence offering 4,088 sq. ft. above grade, thoughtfully designed w/ premium finishes, timeless elegance & endless po
49 Photos
Last Updated : 18 Days ago
76 North Riverdale Drive, Peel, ON , MLS #W13603620 , Image - 1

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76 North Riverdale Drive Inglewood, Caledon, Peel, ON MLS® W13603620

Residential Freehold (Detached)

$1649900.0
  • 5 +2 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Set on a generous 80-foot-wide lot in one of Inglewood's most sought-after enclaves, this beautifully maintained home offers over 3,100 sq. ft. above
2 Photos
Last Updated : 19 Days ago
87 James Walker Avenue, Peel, ON , MLS #W13603802 , Image - 1
87 James Walker Avenue Caledon East, Caledon, Peel, ON MLS® W13603802

Residential Freehold (Detached)

$1749000.0
  • 5 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Welcome to this exceptional luxury residence in the prestigious Castles of Caledon community in Caledon East. Situated on a premium 44-foot lot, this
100 Photos
Last Updated : 19 Days ago
20511 Main Street, Peel, ON , MLS #W13435052 , Image - 1

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20511 Main Street Rural Caledon, Caledon, Peel, ON MLS® W13435052

Residential Freehold (Detached)

$1990000.0
  • 5 +1 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Beautifully crafted custom-built bungalow nestled on a spectacular 1.4-acre estate lot, thoughtfully designed with an open-concept layout and a settin
39 Photos
Last Updated : 26 Days ago
95 Pembrook Street, Peel, ON , MLS #W13578292 , Image - 1

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95 Pembrook Street Bolton East, Caledon, Peel, ON MLS® W13578292

Residential Freehold (Detached)

$1649999.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to this brand new 3581 sqft, luxury home located in one of Bolton's most desirable, family-friendly neighbourhoods. Situated on a premium 48 f
1 Photos
Last Updated : 29 Days ago
19 Tanglewood Drive, Peel, ON
19 Tanglewood Drive Rural Caledon, Caledon, Peel, ON MLS® W13448626

Residential Freehold (Detached)

$2495000.0
  • 5 +2 Beds
  • 5 Baths
  • 5000 + sq-ft
Stunning Builders Custom Designed Unique Grand Estate on a Scenic lot Boasting over 8000 sq ft of finished spaced ! 5189 sq ft (3789sqft main floor,14
21 Photos
Last Updated : 30 Days ago
89 Deer Ridge Trail, Peel, ON , MLS #W13559036 , Image - 1

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89 Deer Ridge Trail Rural Caledon, Caledon, Peel, ON MLS® W13559036

Residential Freehold (Detached)

$1450000.0
  • 5 +2 Beds
  • 6 Baths
  • 2500-3000 sq-ft
Experience Luxury Living in This Stunning 5+2 Bedroom Home with Legal Basement Suite! (2960 Sq Ft Above Grade) Welcome to this beautifully upgraded ho
50 Photos
Last Updated : 31 Days ago
13 Pearen Heights, Peel, ON , MLS #W13546254 , Image - 1

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13 Pearen Heights Rural Caledon, Caledon, Peel, ON MLS® W13546254

Residential Freehold (Detached)

$1600000.0
  • 5 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Indulge in elevated living with this breathtaking, ultra-modern 3,479 sq. ft. masterpiece, masterfully crafted by a premier builder and set on a covet
40 Photos
Last Updated : 31 Days ago
19139 Heart Lake Road, Peel, ON , MLS #W13545594 , Image - 1

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19139 Heart Lake Road Rural Caledon, Caledon, Peel, ON MLS® W13545594

Residential Freehold (Detached)

$1290000.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to this beautifully renovated detached family home situated on a premium 1+ acre lot with spectacular views. Offering 5 spacious bedrooms and
50 Photos
Last Updated : 31 Days ago
105 Walker Road W, Peel, ON , MLS #W13544138 , Image - 1

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105 Walker Road W Caledon East, Caledon, Peel, ON MLS® W13544138

Residential Freehold (Detached)

$1299000.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to this exceptional detached home in the highly desirable Caledon East community, offering the perfect blend of elegance, comfort, and modern
36 Photos
Last Updated : 32 Days ago
50 Dundee Street, Peel, ON , MLS #W13551986 , Image - 1

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50 Dundee Street Rural Caledon, Caledon, Peel, ON MLS® W13551986

Residential Freehold (Detached)

$1449000.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to this stunning east-facing, fully detached home situated on a premium ravine lot! Featuring 5 spacious bedrooms, 4 bathrooms, and a premium
40 Photos
Last Updated : 35 Days ago
10 Tweedhill Avenue, Peel, ON , MLS #W13541406 , Image - 1

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10 Tweedhill Avenue Rural Caledon, Caledon, Peel, ON MLS® W13541406

Residential Freehold (Detached)

$1265000.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to 10 Tweedhill Ave 5 Bedrooms detached home comes with 4 washrooms built by Yorkwood Homes Spruce Model Elevation C 2885 Sq/F as per builder
50 Photos
Last Updated : 40 Days ago
28 Walker Road E, Peel, ON , MLS #W13440696 , Image - 1

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28 Walker Road E Caledon East, Caledon, Peel, ON MLS® W13440696

Residential Freehold (Detached)

$1549000.0
price drop iconPrice drop by 1.7%
  • 5 +3 Beds
  • 6 Baths
  • 2000-2500 sq-ft
Welcome!! to this Beautifully maintained Home,Nestled on a Sprawling 72x197 Feet * Premium Corner Lot* where your creative vision can flourish for pr
50 Photos
Last Updated : 41 Days ago
2 Cedar Drive, Peel, ON , MLS #W13514846 , Image - 1

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2 Cedar Drive Rural Caledon, Caledon, Peel, ON MLS® W13514846

Residential Freehold (Detached)

$1999999.0
  • 5 Beds
  • 3 Baths
  • 3500-5000 sq-ft
Beneath the sweeping branches of a magnificent willow tree, where a spring-fed pond glistens with lily pads and a charming bridge leads to its own sec
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